Find short term rentals in Lenox, MA at the best prices

This four-bedroom lakeside home is located just a short distance from Lenox, offering easy access to the town's attractions and the scenic beauty of the Berkshires. The property has received consistently high ratings for its location, cleanliness, and overall experience, making it an ideal choice for families or groups seeking a comfortable and enjoyable stay.
The spacious property features a large living area, a separate lounge with a fireplace, and a dining area that can comfortably accommodate up to ten guests. Amenities include two kayaks, four life jackets, a full-size laundry, central air conditioning, parking for four vehicles, and a fully equipped kitchen with stainless steel appliances, a gas stove, and an abundance of cookware and utensils.

This renovated cottage is situated in Lenox, a short walk (0.8 km) from the town centre, Shakespeare & Company, and Tanglewood, and is located in a peaceful, wooded area bordering Ventfort Hall. This property has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom apartment can accommodate up to four guests and features a modern design throughout, including a well-equipped kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy a large front yard, a beautiful backyard with a patio, and access to a garden, as well as parking and air conditioning.

This secluded three-bedroom lodge, formerly owned by BSO timpanist Vic Firth, is situated beside a brook on a private quarry pond in Lenox, offering convenient access to Tanglewood (1.4 km), The Mount (1.4 km), and Shakespeare & Company (1.6 km).
This family-friendly and pet-friendly accommodation for six guests features air conditioning, high-speed Wi-Fi, a modern kitchen with a fridge, microwave oven, and dishwasher, and a spacious garden with an outdoor grill, with Bousquet Mountain Ski Area (1 km) and Kennedy Park (1 km) nearby for outdoor activities.

This one-bedroom flat is located in Lenox's historic downtown district, just a short walk from the Tanglewood Music Center, the Edith Wharton Home, and the Berkshire Museum. The property has received excellent ratings for location, cleanliness, and user experience.
The flat comfortably accommodates up to four guests and features a well-equipped kitchen with a fridge and dishwasher. Guests can enjoy amenities such as a garden, parking, air conditioning, and free Wi-Fi access.

This charming house is situated just a short walk from Stockbridge town centre and the beautiful Stockbridge Bowl, offering easy access to the area's attractions. It consistently receives very good ratings for cleanliness, location and overall experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy a well-equipped kitchen with a fridge, free parking, and the unique opportunity to connect with the owners, a family of writers, who can offer local insights and literary recommendations.

This Lenoxdale flat, situated in the Berkshires, is minutes from Lenox's town centre and within easy reach of Tanglewood, Kripalu Centre for Yoga & Health, and Laurel Lake.
The one-bedroom, one-bathroom apartment sleeps two guests and offers a kitchen with a fridge and microwave, air conditioning, parking, a garden, and excellent guest reviews; the owner resides above and may offer local advice.

This charming Colonial-style house is located in Lenox, just a 1-2 km walk from the town centre and a 5 km drive from Tanglewood. The property has consistently received excellent reviews from guests for its cleanliness, location, and overall experience.
This spacious three-bedroom house, measuring 167 square metres, comfortably accommodates up to six guests. The home is well-equipped with modern amenities, including a fully fitted kitchen, a private garden, and a large patio area perfect for outdoor dining and relaxation.

This Lenox cottage, a short 0.5km walk downhill from Lenox town centre and a similar distance uphill from Kennedy Park, offers easy access to restaurants, shops, and the park.
The one-bedroom, one-bathroom property sleeps three, features a full kitchen, in-unit laundry, free Wi-Fi, and a stereo/record player, plus a piano; dogs are welcome (fee applies).

This Lenox holiday home, near the beach and a 2.4km walk from Wyndhurst Golf & Club and The Mount, offers easy access to local attractions including Shakespeare and Company and Ventfort Hall Mansion within 5km.
The 176 square metre property boasts four bedrooms, two bathrooms, sleeping up to ten guests, and features a fully equipped kitchen, private balcony, garden, parking, and internet access.

This Lenox house, situated minutes from Lenox town centre and Tanglewood, offers easy access to shops, restaurants, and the renowned music venue.
Sleeping seven guests across three bedrooms (two king, one queen, one king and twin) and two bathrooms, this self-catering property boasts a modern kitchen with stainless steel appliances, a private garden, parking for six cars, and excellent guest reviews.

This charming bed and breakfast is located in a quiet residential neighbourhood in Pittsfield, just 15 kilometres from Tanglewood and close to Berkshire ski slopes and hiking trails. The property has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The accommodation offers a private bedroom, bathroom, and den for guests, with a shared living room, two sunrooms, and a well-equipped kitchen, accommodating up to two guests. Amenities include a garden, fitness centre, parking, and a welcome basket with home-baked treats, plus access to a water rower, Pilates reformer, and a deck with seating, tables, and a grill.

This Lenox apartment, situated near shops, Shakespeare & Company bookshop, Canyon Ranch, and Kennedy Park, offers easy access to Tanglewood (a short drive away).
The two-bedroom, one-bathroom flat sleeps four, boasting a modern kitchen with new appliances, a large living room with a smart TV, a private porch, and a unique setting in a renovated 100-year-old barn.